(organo- or hydrolyzable group substituted)3silyl (unsubstituted chloro- or sulfenyl chloride substituted hydrocarbylene) sulfenyl chlorides

Abstract

Abstract 1,250,414. Silicon-containing sulphenyl chlorides; polymer derivatives. ESSO RESEARCH & ENG. CO. 31 Jan., 1969 [9 Feb., 1968], No. 5413/69. Headings C3P and C3S. Silicon-containing sulphenyl chlorides which react with unsaturated polymers to produce moisture-curable polymers have the formula where n is 0 to 12, R 4 is a hydrolysable group, R 5 and R 6 are the same or different C 1-6 alkyl groups or hydrolysable groups and A is: (a) -CR 1 R 2 C(Cl)(R 3 )- where R 1 , R 2 and R 3 are the same or different and are H or C 1-6 alkyl, (c) a divalent C 4-12 cycloalkane or cycloalkene radical substituted by a C1 atom or a carbon atom adjacent to the one attached to the S atom. They are prepared by two methods: (1) reacting a hydrolysable silane containing an unsaturated hydrocarbon radical with SCl 2 ; (2) reacting such a silane with S 2 Cl 2 to produce the bis-sulphur adduct and then halogenating. When the hydrolysable groups in the products are halogen, they may be converted to alkoxy or carboxy groups. The SCl group may also be converted to SOOCR, SOR, SSCN or SNCS. The compounds are mixed with polymers containing at least 0.5 mol per cent unsaturation in amounts of 0.5 to 50% by wt. of the polymer. A diluent may be used to dissolve the polymer. Reaction is effected in an anhydrous atmosphere. Suitable polymers are isobutylene-isoprene or -piperylene copolymers which may be halogenated, styrene-butadiene copolymers, polybutadienes, polyisoprenes and optionally halogenated terpolymers of ethylene, propylene and a diene. The resulting moisture-curable polymers are preferably stabilized by the addition of a compound of the formula RC(OR<SP>11</SP>) 3 or R<SP>1</SP>RC(OR<SP>11</SP>) 2 where R and R<SP>1</SP> are H or C 1-4 alkyl and R<SP>11</SP> is C 1-4 alkyl, e.g. ethyl orthoformate. They may also be converted to a latex by subjecting the polymer in a hydrocarbon diluent, preferably containing a stabilizer, to a water-alcohol wash, emulsifying, adjusting the pH to 6 to 8, and stripping off the diluent in water while adjusting the pH to 4 to 7.

Inventors

• 👤 Irwin J Gardner
• 👤 George E Serniuk
• 👤 Francis P Baldwin
• 👤 Thomas A Manuel

Bibliographic Details